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Title: Heme peptide materials for anti-inflammatory regenerative nanobiomedicine

Abstract

Heme released as a result of sustained injury leads to toxicity and triggers an inflammatory response and tissue damage. Heme oxygenase, an enzyme, recognizes, binds free heme and breaks it down as a part of the anti-inflammatory response. The present disclosure relates to a class of peptide amphiphiles that mimic the heme oxygenase function, and have shown that the designed peptide is able to bind and break down heme thus validating its potential as an anti-inflammatory agent that promotes tissue repair and useful in wound healing. The disclosed peptide sequence design provides control of amphiphile peptides' supramolecular structure and function. Applicants have shown that the incorporated heme molecule can transport CO, which suggests that the peptides can also transport NO, O2 and reactive oxygens, the molecules which are responsible for vasodilation, neurotransmission and cell death. Besides heme oxygenase function, it is believed that the designed peptides can recognize normal tissue adjacent to the damaged area and the peptide can self-assemble into fibers that promote healthy cell growth.

Inventors:
;
Issue Date:
Research Org.:
Argonne National Laboratory (ANL), Argonne, IL (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1637857
Patent Number(s):
10584146
Application Number:
15/833,978
Assignee:
UChicago Argonne, LLC (Chicago, IL)
Patent Classifications (CPCs):
A - HUMAN NECESSITIES A61 - MEDICAL OR VETERINARY SCIENCE A61K - PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
A - HUMAN NECESSITIES A61 - MEDICAL OR VETERINARY SCIENCE A61P - SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
DOE Contract Number:  
AC02-06CH11357
Resource Type:
Patent
Resource Relation:
Patent File Date: 12/06/2017
Country of Publication:
United States
Language:
English
Subject:
59 BASIC BIOLOGICAL SCIENCES; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Fry, Harry C., and Solomon, Lee A. Heme peptide materials for anti-inflammatory regenerative nanobiomedicine. United States: N. p., 2020. Web.
Fry, Harry C., & Solomon, Lee A. Heme peptide materials for anti-inflammatory regenerative nanobiomedicine. United States.
Fry, Harry C., and Solomon, Lee A. Tue . "Heme peptide materials for anti-inflammatory regenerative nanobiomedicine". United States. https://www.osti.gov/servlets/purl/1637857.
@article{osti_1637857,
title = {Heme peptide materials for anti-inflammatory regenerative nanobiomedicine},
author = {Fry, Harry C. and Solomon, Lee A.},
abstractNote = {Heme released as a result of sustained injury leads to toxicity and triggers an inflammatory response and tissue damage. Heme oxygenase, an enzyme, recognizes, binds free heme and breaks it down as a part of the anti-inflammatory response. The present disclosure relates to a class of peptide amphiphiles that mimic the heme oxygenase function, and have shown that the designed peptide is able to bind and break down heme thus validating its potential as an anti-inflammatory agent that promotes tissue repair and useful in wound healing. The disclosed peptide sequence design provides control of amphiphile peptides' supramolecular structure and function. Applicants have shown that the incorporated heme molecule can transport CO, which suggests that the peptides can also transport NO, O2 and reactive oxygens, the molecules which are responsible for vasodilation, neurotransmission and cell death. Besides heme oxygenase function, it is believed that the designed peptides can recognize normal tissue adjacent to the damaged area and the peptide can self-assemble into fibers that promote healthy cell growth.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Mar 10 00:00:00 EDT 2020},
month = {Tue Mar 10 00:00:00 EDT 2020}
}

Works referenced in this record:

Control of Cytochrome c Redox Potential:  Axial Ligation and Protein Environment Effects
journal, May 2002


Controlled release of dexamethasone from peptide nanofiber gels to modulate inflammatory response
journal, October 2012


Crystal Structures of Myoglobin-Ligand Complexes at Near-Atomic Resolution
journal, October 1999


Design of a New Mimochrome with Unique Topology
journal, November 2003


Self-assembly of peptide amphiphiles: From molecules to nanostructures to biomaterials
journal, January 2010


Vesicular Mixed Gemini−SDS−Hemin−Imidazole Complex as a Peroxidase-Like Nano Artificial Enzyme
journal, April 2011


Femtomolar Zn(II) Affinity in a Peptide-Based Ligand Designed To Model Thiolate-Rich Metalloprotein Active Sites
journal, December 2006


Mechanisms of Cell Protection by Heme Oxygenase-1
journal, February 2010


The promotion of functional urinary bladder regeneration using anti-inflammatory nanofibers
journal, November 2014


Designed multi-stranded heme binding β-sheet peptides in membrane
journal, January 2016


Haemoglobin: The structural changes related to ligand binding and its allosteric mechanism
journal, April 1979


De Novo Design of a D 2 - Symmetrical Protein that Reproduces the Diheme Four-Helix Bundle in Cytochrome bc 1
journal, July 2004


Oxidation Catalysis by Rationally Designed Artificial Metalloenzymes
journal, November 2014


Electron transfer by domain movement in cytochrome bc1
journal, April 1998


Redox conformation changes in refined tuna cytochrome c.
journal, November 1980


Modulating the copper–sulfur interaction in type 1 blue copper azurin by replacing Cys112 with nonproteinogenic homocysteine
journal, January 2014


Metal-binding promiscuity in artificial metalloenzyme design
journal, April 2015


Coordination structure of the ferric heme iron in engineered distal histidine myoglobin mutants
journal, November 1992


Cytochrome C -Mediated Apoptosis
journal, June 2004


The Release of Cytochrome c from Mitochondria: A Primary Site for Bcl-2 Regulation of Apoptosis
journal, February 1997


Free heme toxicity and its detoxification systems in human
journal, July 2005


Design of a switchable eliminase
journal, April 2011


Metalloporphyrins
journal, November 1947


Amyloid-β peptide binds with heme to form a peroxidase: Relationship to the cytopathologies of Alzheimer’s disease
journal, February 2006


Heme Redox Potential Control in de Novo Designed Four-α-Helix Bundle Proteins
journal, November 2000


Self-Assembly: From Amphiphiles to Chromophores and Beyond
journal, June 2014


CO as a vibrational probe of heme protein active sites
journal, January 2005


Engineered Heme-Binding Compositions and Uses Thereof
patent-application, March 2016


Structural properties of soluble peptide amphiphile micelles
journal, January 2011


Peroxidase Activity in Heme Proteins Derived from a Designed Combinatorial Library
journal, July 2000


Water ordering controls the dynamic equilibrium of micelle–fibre formation in self-assembly of peptide amphiphiles
journal, August 2016


Catalytic efficiency of designed catalytic proteins
journal, August 2014


Gases as biological messengers: nitric oxide and carbon monoxide in the brain
journal, September 1994


H2O2 Determination by the I3- Method and by KMnO4 Titration
journal, September 1994


Redox and Electrocatalytic Properties of Mimochrome VI, a Synthetic Heme Peptide Adsorbed on Gold
journal, November 2010


Self-Assembly of Highly Ordered Peptide Amphiphile Metalloporphyrin Arrays
journal, August 2012


Photoinitiated charge separation in a hybrid titanium dioxide metalloporphyrin peptide material
journal, August 2014


An artificial heme-enzyme with enhanced catalytic activity: evolution, functional screening and structural characterization
journal, January 2015


Short peptides self-assemble to produce catalytic amyloids
journal, March 2014


Metalloenzyme design and engineering through strategic modifications of native protein scaffolds
journal, April 2014


EPR-spectroscopic evidence of a dominant His–FeIII–His coordination in ferric neuroglobin
journal, August 2002


Peroxidase activity enhancement of myoglobin by two cooperative distal histidines and a channel to the heme pocket
journal, December 2016


Peptide self-assembly for crafting functional biological materials
journal, December 2011


A Self-Assembled Nanofiber Catalyst for Ester Hydrolysis
journal, October 2007


Allosteric Regulation and Temperature Dependence of Oxygen Binding in Human Neuroglobin and Cytoglobin
journal, October 2004


Design and engineering of an O2 transport protein
journal, March 2009


Crystal structure of rat heme oxygenase-1 in complex with heme
journal, April 2000


Heme Protein Assemblies
journal, February 2004


Protein Design: Toward Functional Metalloenzymes
journal, January 2014


His26 Protonation in Cytochrome c Triggers Microsecond β-Sheet Formation and Heme Exposure: Implications for Apoptosis
journal, November 2012


Circular dichroism studies of distorted α-helices, twisted β-sheets, and β-turns
journal, August 1988


Fourier Transform Infrared Spectroscopic Analysis of Protein Secondary Structures
journal, August 2007


Micellar histidinate hematin complex as an artificial peroxidase enzyme model: Voltammetric and spectroscopic investigations
journal, May 2008


Design of a Functional Membrane Protein by Engineering a Heme-Binding Site in Glycophorin A
journal, January 2007


Peptide-Based Methods for the Preparation of Nanostructured Inorganic Materials
journal, February 2010


Design of functional metalloproteins
journal, August 2009


Expression of Heme Oxygenase-1 in Response to Myocardial Infarction in Rats
journal, October 2002


Modulation of the catalytic activity of porphyrins by lipid-and surfactant-containing nanostructures
journal, January 2011


Dynamic in vivo biocompatibility of angiogenic peptide amphiphile nanofibers
journal, October 2009


Self-Assembly of Heme A and Heme B in a Designed Four-Helix Bundle:  Implications for a Cytochrome c Oxidase Maquette
journal, August 2000


Hemin-Block Copolymer Micelle as an Artificial Peroxidase and Its Applications in Chromogenic Detection and Biocatalysis
journal, October 2014


Self-assembling peptide amphiphiles and related methods for growth factor delivery
patent, November 2013


Freeze drying of peptide drugs self-associated with long-circulating, biocompatible and biodegradable sterically stabilized phospholipid nanomicelles
journal, May 2008


Structures of the high-valent metal-ion haem–oxygen intermediates in peroxidases, oxygenases and catalases
journal, April 2006


Short Self-Assembling Peptides Are Able to Bind to Copper and Activate Oxygen
journal, June 2016


Metalloprotein design using genetic code expansion
journal, January 2014


Hemoprotein-based supramolecular assembling systems
journal, April 2014


Selective Differentiation of Neural Progenitor Cells by High-Epitope Density Nanofibers
journal, February 2004


Genetic Optimization of Metalloenzymes: Enhancing Enzymes for Non-Natural Reactions
journal, March 2016


Reversible binding of nitric oxide by a salivary heme protein from a bloodsucking insect
journal, April 1993


β-Hairpin Peptides: Heme Binding, Catalysis, and Structure in Detergent Micelles
journal, May 2013


Oxidation state-dependent conformational changes in cytochrome c
journal, February 1992


ChemInform Abstract: Supramolecular Gels as Active Media for Organic Reactions and Catalysis
journal, September 2010


Midpoint reduction potentials and heme binding stoichiometries of de novo proteins from designed combinatorial libraries
journal, September 2003


Engineering the Assembly of Heme Cofactors in Man-Made Proteins
journal, February 2014


Heme Oxygenase-1/Carbon Monoxide: From Basic Science to Therapeutic Applications
journal, April 2006


Design and engineering of artificial oxygen-activating metalloenzymes
journal, January 2016


The Role of Nanoscale Architecture in Supramolecular Templating of Biomimetic Hydroxyapatite Mineralization
journal, May 2012


Self-Assembly and Mineralization of Peptide-Amphiphile Nanofibers
journal, November 2001


Self-Assembling Nanofibers Inhibit Glial Scar Formation and Promote Axon Elongation after Spinal Cord Injury
journal, April 2008


Nitrite reduction to nitric oxide by deoxyhemoglobin vasodilates the human circulation
journal, November 2003


Carbon monoxide and nitric oxide as coneurotransmitters in the enteric nervous system: Evidence from genomic deletion of biosynthetic enzymes
journal, February 2000